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| CAS No.: | 961-68-2 |
|---|---|
| Name: | 2,4-Dinitrodiphenylamine |
| Molecular Structure: | |
|
|
|
| Formula: | C12H9N3O4 |
| Molecular Weight: | 259.221 |
| Synonyms: | Diphenylamine,2,4-dinitro- (8CI);Acetoquinone Yellow 5JZ;C.I.10340;C.I. Disperse Yellow 14;N-(2,4-Dinitrophenyl)aniline;N-(2,4-Dinitrophenyl)benzenamine;N-Phenyl-2,4-dinitroaniline;NSC 6150;Serisol Yellow 2G;Supracet Yellow 3G;o,p-Dinitrodiphenylamine; |
| EINECS: | 213-508-4 |
| Density: | 1.446g/cm3 |
| Melting Point: | 159-161 °C(lit.) |
| Boiling Point: | 413.8 °C at 760 mmHg |
| Flash Point: | 204.1 °C |
| Solubility: | 1.322mg/L(25 oC) |
| Appearance: | solid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-37/39 |
| PSA: | 103.67000 |
| LogP: | 4.36600 |
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| Conditions | Yield |
|---|---|
| With tetrabutylammomium bromide; palladium diacetate; caesium carbonate; ruphos In dimethyl sulfoxide at 100℃; for 17h; Inert atmosphere; | 98% |
| Conditions | Yield |
|---|---|
| With potassium carbonate In tetrahydrofuran for 25h; Inert atmosphere; | 97% |
| In dimethyl sulfoxide at 100℃; for 16h; Inert atmosphere; | 85% |
| In methanol at 0 - 20℃; for 18h; | 85.3% |
- 107569-59-5
2,4-dinitrophenyl N-phenylbenzimidate
A
- 961-68-2
N-phenyl-2,4-dinitroaniline
B
- 65-85-0
benzoic acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water for 4h; Ambient temperature; | A 96% B n/a |
| Conditions | Yield |
|---|---|
| In neat (no solvent) at 30℃; for 0.166667h; Reagent/catalyst; Green chemistry; | 95% |
| In dimethyl sulfoxide at 20℃; for 24h; | 93% |
| With sodium acetate In ethanol at 78℃; for 1h; | 91% |
- 70-34-8
2,4-Dinitrofluorobenzene
- 85599-59-3
Cyclohexyl N-phenylsulfamate
- 961-68-2
N-phenyl-2,4-dinitroaniline
| Conditions | Yield |
|---|---|
| With sodium carbonate; N-benzyl-N,N,N-triethylammonium chloride In benzene Ambient temperature; | 89% |
| Conditions | Yield |
|---|---|
| With potassium acetate In N,N-dimethyl-formamide at 20℃; for 15h; | 79% |
- 99-65-0
meta-dinitrobenzene
- 62-53-3
aniline
A
- 51-28-5
2,4-Dinitrophenol
B
- 961-68-2
N-phenyl-2,4-dinitroaniline
| Conditions | Yield |
|---|---|
| With potassium permanganate; tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 20℃; for 1h; | A 22% B 75% |
| Conditions | Yield |
|---|---|
| With CuMoO4; caesium carbonate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere; | 72% |
| Conditions | Yield |
|---|---|
| With CuMoO4; caesium carbonate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere; | 64% |
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 20℃; for 3h; Substitution; UV-irradiation; | 54% |
| Stage #1: aniline With n-butyllithium In tetrahydrofuran; hexane at -78 - -70℃; Inert atmosphere; Stage #2: meta-dinitrobenzene In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; |
- Total:14 Page 1 of 1 1
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Chemistry
Molecular Formula: C12H9N3O4 
Formula Weight: 259.22
IUPAC Name: 2,4-Dinitro-n-phenylaniline
Synonyms: Benzenamine,2,4-dinitro-N-phenyl- ; 2,4-Dinitro-diphenylamin ; O,p-dinitrodiphenylamine ; 2,4-Dinitro-phenyl)-phenyl-amine
Melting Point: 159-161 °C(lit.)
Flash Point: 204.1 °C
Boiling Point: 413.8 °C at 760 mmHg
Density of 2,4-Dinitrodiphenylamine (961-68-2): 1.446 g/cm3
Vapour Pressure: 4.66E-07 mmHg at 25°C
Index of Refraction: 1.693
Appearance: 2,4-Dinitrodiphenylamine (961-68-2) is a solid
Stability: 2,4-Dinitrodiphenylamine (961-68-2) is stable. Incompatible with strong bases, strong acids, strong oxidizing agents.
Uses
2,4-Dinitrodiphenylamine (961-68-2) is used as an intermediate in organic synthesis.
Production
Add 2, 4-dinitrochlorobenzene and aniline into water by equimolar, stirred reacting for 2 hours at the temperature of 60 °C and then again stirred reacting for 2 hours at the temperature of 90 °C. After cooling, filtration, washing and drying, we can obtain 2,4-Dinitrodiphenylamine (961-68-2).
Toxicity Data With Reference
| 1. | ivn-mus LD50:180 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#06394 . |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Poison by intravenous route. When heated to decomposition it emits toxic vapors of NOx.
Safety: Safety glasses.
Hazard Codes : Xi: Irritant .gif){kind=small}
Risk Statements : 36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements : 26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37/39: Wear suitable gloves and eye/face protection
WGK Germany : 3
RTECS : JJ8825000
Specification
2,4-Dinitrodiphenylamine (961-68-2) is a light yellow needle crystal and it is mainly used as an intermediate in organic synthesis. It is soluble in acetone, chloroform, pyridine and hot ethanol, slightly soluble in water.